Lot numbers can be found on the outside label of a product:
(S)-2-(1,3-Dioxoisoindolin-2-yl)propanoic acid
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CAS No. 4192-28-3
- Cat. No. CS-0094070
- Purity≥98%
- MDL No.MFCD00190990
*For research and further manufacturing use only, not for direct human use.
Structure of 4192-28-3
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General Information
- CAS No. 4192-28-3
- Cat. No. CS-0094070
- Purity ≥98%
- MDL No. MFCD00190990
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₉NO₄
- Molecular Weight 219.19
- Synonym(s) Phthaloyl-L-alanine
- SMILES O=C1N([C@H](C(O)=O)C)C(C2=CC=CC=C21)=O
Description
(S)-2-(1,3-Dioxoisoindolin-2-yl)propanoic acid features a chiral α-carbon adjacent to a reactive isoindolinone scaffold, enabling selective functionalization in asymmetric synthesis. The fused bicyclic core delivers high structural rigidity and electron-deficient character, enhancing its utility in conjugate addition reactions and as a building block for bioactive heterocycles under standard bench conditions.
Application
(S)-2-(1,3-Dioxoisoindolin-2-yl)propanoic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to isoindoline-based scaffolds prevalent in bioactive molecules. Its chiral α-amino acid structure facilitates stereoselective transformations and offers robust functional group tolerance, supporting downstream derivatization via amide coupling, reduction, or cyclization. The molecule exhibits excellent bench stability and ease of purification, making it well-suited for scalable synthesis and high-throughput screening campaigns.
Synthesis
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Route1
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85-44-9 -
56-41-7 - ~97%
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In-stock
4192-28-3
References
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Shendage, Deepak M.; Froehlich, Roland; Haufe, Guenter Organic Letters, 2004 , vol. 6, # 21 p. 3675 - 3678
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Route2
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56-41-7
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In-stock
22509-74-6 - ~85%
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In-stock
4192-28-3
References
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Zhang, Qi; Chen, Kai; Rao, Weihao; Zhang, Yuejun; Chen, Fa-Jie; Shi, Bing-Feng Angewandte Chemie - International Edition, 2013 , vol. 52, # 51 p. 13588 - 13592 Angew. Chem., 2013 , vol. 125, # 51 p. 13833 - 13837,5
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Route3
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42406-36-0
- ~96%
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In-stock
4192-28-3
References
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Kubo, Akira; Kubota, Hitoshi; Takahashi, Masami; Nunami, Ken-Ichi Tetrahedron Letters, 1996 , vol. 37, # 28 p. 4957 - 4960
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 74.68
- LogP 0.7557
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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